Chinese Journal of Organic Chemistry >
Synthesis and Insecticidal Activity of 4"-Avermectin Triazole Derivatives Containing Amide Unit
Received date: 2017-12-12
Revised date: 2018-01-05
Online published: 2018-01-10
Supported by
Project supported by the National Natural Science Fondation of China (No. 21772230).
Based on avermectin structure framework, a series of novel 4"-avermectin triazole derivatives containing amide unit were synthesized via the method of click reaction and amidation. The structures of target compounds were fully characterized by 1H NMR, 13C NMR and HRMS. The preliminary bioassay showed that the target compounds possessed certain insceticidal activities against Tetranychus cinnabarinus, Myzus persicae and Caenorhabditis elegans. At the concentration of 0.1 μg/mL, the lethal rates of 4"-(1-(4-(2-(4-chlorphenyl)-3-methylbutylamido)-1H-1, 2, 3-triazolyl)acetamido)avermectin B1a (11b) and 4"-(1-(4-chlorobenzoamido)-1H-1, 2, 3-triazolyl)acetamido)avermectin B1a (11e) against Tetranychus cinnabarinus were 83.5% and 81.2%, respectively, and the lethal rates of 4"-(1-(2-amido-3-methylphenylethylamido)-1H-1, 2, 3- triazolyl)acetamido)avermectin B1a (11i) against Myzus persicae (c=50 μg/mL) and Caenorhabditis elegans (c=1 μg/mL) were 86.4% and 74.6%, which were better than that of avermetcin B1a.
Key words： amide; 1, 2, 3-triazole; avermectin B1a; insecticidal activity
Sun Guoshao , Zhang Jingjing , Jin Shuhui , Zhang Jianjun . Synthesis and Insecticidal Activity of 4"-Avermectin Triazole Derivatives Containing Amide Unit[J]. Chinese Journal of Organic Chemistry, 2018 , 38(5) : 1214 -1222 . DOI: 10.6023/cjoc201712019
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